تفاعل #303140

معادلة التفاعل

potassium tert-butoxide

4-Bromobutanoyl chloride

8-(5-amino-3-methylpyridin-2-yl)-2-(cis-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one

→

2-(cis-4-hydroxycyclohexyl)-8-[3-methyl-5-(2-oxopyrrolidin-1-yl)pyridin-2-yl]-2,8-diazaspiro[4.5]decan-1-one

المذيبات

tetrahydrofuran

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe mixture was stirred for an additional hour
2. 2
   أخرىThe solvent was evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in methanol (1.8 mL)
4. 4
   أخرىpurified by prep.-HPLC under basic condition

الإجراء التجريبي

4-Bromobutanoyl chloride (13.0 μL) was added to a mixture of 8-(5-amino-3-methylpyridin-2-yl)-2-(cis-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one (18.0 mg) and 4-dimethylaminopyridine (14.5 mg) in dichloromethane (1.0 mL). The mixture was stirred for 3 h. Then potassium tert-butoxide in tetrahydrofuran (1.0 M, 0.20 mL) was added. The mixture was stirred for an additional hour. The solvent was evaporated. The residue was dissolved in methanol (1.8 mL), and purified by prep.-HPLC under basic condition to afford 2-(cis-4-hydroxycyclohexyl)-8-[3-methyl-5-(2-oxopyrrolidin-1-yl)pyridin-2-yl]-2,8-diazaspiro[4.5]decan-1-one. LCMS: (M+H)+=427.20.

المصدر